107-84-6

Usage

Uses

Used in Chemical Industry:
1-Chloro-3-methylbutane is used as a solvent for various applications, including nitrocellulose, varnishes, lacquers, and neoprene. Its solubility properties make it an ideal choice for dissolving and processing these materials.
Used in Printing Industry:
In the printing industry, 1-chloro-3-methylbutane is utilized as a component in rotogravure inks. Its ability to dissolve certain materials and its compatibility with the printing process contribute to the quality and performance of the inks.
Used in Agriculture:
1-Chloro-3-methylbutane is employed in soil fumigation as a means to control pests and improve crop yield. Its effectiveness in this application is attributed to its ability to penetrate the soil and target pests without causing significant harm to the environment.
Used in Organic Compounds:
1-CHLORO-3-METHYLBUTANE is also used in the synthesis of various organic compounds, where its unique properties can be leveraged to create new molecules with specific characteristics and applications.

Purification Methods

Shake the chloride vigorously with 95% H2SO4 until the acid layer no longer becames coloured during 12hours, then wash it with water, saturated aqueous Na2CO3, and more water. Dry it with MgSO4, filter and fractionally distil it. Alternatively, a stream of oxygen containing 5% of ozone is passed through the chloride for a time, three times longer than is necessary to cause the first coloration of starch iodide paper by the exit gas. Subsequent washing of the liquid with aqueous NaHCO3 hydrolyses the ozonides and removes organic acids. After drying and filtering, the isoamyl chloride is distilled. [Chien & Willard J Am Chem Soc 75 6160 1953, Beilstein 1 IV 287.]

InChI:InChI=1/C5H11Cl/c1-5(2)3-4-6/h5H,3-4H2,1-2H3

Upstream product

• 107-85-7 1-amino-3-methylbutane 
• 123-51-3 i-Amyl alcohol 
• 78-78-4 methylbutane 
• 544-01-4 isopentyl ether 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 75-36-5 acetyl chloride 
• 109-66-0 pentane 
• 16066-21-0 3-methyl-butane-1-sulfonic acid 
• 7782-50-5 chlorine 
• 110-86-1 pyridine 
• 60-29-7 diethyl ether 
• 4396-03-6 chlorosulfurous acid isopentyl ester 
• 7647-01-0 hydrogenchloride 
• 859177-11-0 [2-(3-isopentyloxy-cyclohexyl)-ethyl]-methyl-amine 

Downstream Products

• 15770-21-5 2,2'-dipyrrolylketone 
• 857579-15-8 1-chloro-4-(tert-pentyl)benzene 
• 61971-92-4 1-isopentyl-4-methylbenzene 
• 6851-49-6 (2,4-dichloro-phenyl)-isopentyl ether 
• 2049-94-7 (3-methylbutyl)benzene 
• 80-46-6 4-t-amylphenol 
• 98282-63-4 4-[2-(4-chloro-phenyl)-5-methyl-hexanoyl]-morpholine 
• 2025-55-0 isopropyl radical 
• 74-85-1 ethene 
• 2492-33-3 3-methyl-butyl 
• 541-28-6 isopentyl iodide 
• 1985-88-2 4-chloro-2-methyl-2-butanol 
• 594-91-2 perfluoroisopentane 
• 90398-71-3 1-Chloro-F-3-methylbutane 

Relevant academic research and scientific papers

Synthesis of chlorothioformates from xanthates

The Vilsmeier reagent derived from N-formylmorpholine produces chlorothioformates from primary and secondary alkyl xanthates. The major side products are the corresponding alkyl chlorides. Secondary alkyl chlorothioformates give lower yields due to their instability. Treating xanthates with other common chlorinating agents (oxalyl chloride, thionyl chloride) gives only dialkyl thiodicarbonates. Georg Thieme Verlag Stuttgart.

Oxidation of monohydric and dihydric alcohols with CCl4 catalyzed by molybdenum compounds

Mo(CO)6 catalyzed oxidation of alcohols and diols with tetrachloromethane. Primary oxidation products in reaction of alcohols with CCl4 are alkyl hypochlorites, and final products depending on the structure of initial alcohol are aldehydes (as acetals), ketones, chloroketones, and esters.

Oxidative alkoxylation of zinc phosphide in alcoholic solutions of copper(II) chloride

Oxidative alkoxylation of Zn3P2 with the formation of valuable phosphoric and phosphorous acid esters occurred at a high rate and with a high selectivity in alcoholic solutions of CuCl2 under the action of oxygen at 30-60°C. Depending on the nature of the alcohol, two products were formed, namely, trialkyl phosphates (RO)3PO and dialkyl phosphites (RO)2HPO. Water favored the formation of dialkyl phosphates (RO)2(HO)PO. The kinetics and mechanism of the new catalytic reaction were studied, and the optimal conditions for conducting this reaction were found. The reaction proceeded in a topochemical mode by a separate redox mechanism.

CHLORINATION OF PHOSPHINE IN ALCOHOLS

Trialkyl phosphates are rapidly and selectively formed when dilute gaseous PH-Ar and Cl2-Ar mixtures are passed into alcohols (ROH, R=Bu, i-Bu, Am, i-Am, Oct) at 50-70 deg C.Analogous results are obtained in the presence of pyridine at 8-25 deg C.The reaction was studied by gas chromatography, 31P NMR spectroscopy, and potentiometry.The reaction was shown to pass successively through the stages of the chlorination of phosphine to PCl5, the alcoholysis of phosphorus pentachloride to phosphoryl chloride, and finally by the esterification of phsophoryl chloride to trialkyl and dialkyl phosphates.Pyridine, excess af alcohol, and high temperature accelerate the stage of the esterification of phosphoryl chloride to the trialkyl phosphate.

Processes using a phosphorus complex

A process for chlorinating compounds containing a carbon atom bonded to a hetero-atom selected from the group consisting of oxygen, nitrogen and sulfur; said process comprises contacting the carbon hetero-atom containing compound with a chloro phosphorus complex of the formula wherein R is selected from the group consisting of aryl, substituted aryl, alkyl and substituted alkyl, so that the hetero-atom is replaced by at least one chlorine atom; compounds capable of being chlorinated can include, for example, carboxylic acids, acid chlorides, ketones, aldehydes, alcohols, epoxides, esters, anhydrides, ethers, thiols, and aromatic nitro groups; the reaction can be extended to compounds containing the carbon to chlorine bond alpha to a carbon atom containing at least one hydrogen atom, it can be further dehydrochlorinated, e.g., by either heating to a temperature ranging from about 50° C. to about 300° C. or by reaction with a base selected, e.g., from alkali metal hydroxides and alkoxides.

SYNTHESIS AND TRANSFORMATIONS OF α-HYDROXY HYDROPEROXIDES OF 1,1-DIALKOXY-2-PROPANONES, CATALYZED BY Fe(II) IONS

The reaction of 1,1-dialkoxy-2-propanones with hydrogen peroxide at -8 deg C leads to 1,1-dialkoxy-2-hydroxy-2-hydroperoxypropanes, the decomposition of which catalyzed by Fe(II) ions at 0-5 deg C leads to the formation of acetic acid, alkyl formates with yields of 25-30percent, and the corresponding alcohols with yields of 45-50percent and with ca.85percent conversion of the initial compounds.If the reactions are conducted in a saturated aqueous solution of sodium chloride or potassium thiocyanate, the alkyl chlorides (yields 9-12percent) or alkyl thiocyanates (yields 10percent) are formed in addition to the alcohols (yields 30-35percent).

Silylaminyl Radicals. Part 2. Free Radical Chain Halogenation of Hydrocarbons using N-Halogenobis(trialkylsilyl)amines

The liquid-phase halogenation of a number of hydrocarbons and of 1-chlorobutane by N-halogenobis(trialkylsilyl)amines has been studied using product analysis techniques.The reactions take place by free radical chain mechanisms which involve the propagation steps generalised in equations (A) and (B) (X=Br or Cl).At 353 K, the molar reactivities of toluene (benzylic C-H) and cyclohexane towards (R3Si)2N+RH(R3Si)2NH+R (A) R+(R3Si)2NXRX+(R3Si)2N (B) (Me3Si)2N are approximately equal and toluene is 5.2 times more reactive than perdeuteriotoluene.The relative rates of hydrogen abstraction by (Me3Si)2N and (ButMe2Si)2N from the primary, secondary, and tertiary C-H groups in 2-methylbutane show that the silylaminyl radicals are not only highly reactive but also sterically demanding.Thus, at 333 K the average primary C-H reactivity is 0.6 times that of the tertiary C-H towards attack by (Me3Si)2N, but 4.2 times that of the tertiary C-H towards attack by the more bulky (ButMe2Si)2N.Silylaminyl radicals are much more reactive in hydrogen abstraction than are analogous dialkylaminyl radicals and this difference is interpreted in terms of thermodynamic and polar effects which arise because of the ?-donor-?-acceptor nature of the trialkylsilyl substituent.